所有图片(2)
线性分子式:
C6H5SOCH=CH2
CAS号:
分子量:
152.21
Beilstein:
2039218
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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检测方案
95%
形式
liquid
折射率
n20/D 1.585 (lit.)
bp
93-95 °C/0.2 mmHg (lit.)
密度
1.139 g/mL at 25 °C (lit.)
储存温度
2-8°C
SMILES字符串
C=CS(=O)c1ccccc1
InChI
1S/C8H8OS/c1-2-10(9)8-6-4-3-5-7-8/h2-7H,1H2
InChI key
MZMJHXFYLRTLQX-UHFFFAOYSA-N
基因信息
human ... LOC129293(129293)
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一般描述
Phenyl vinyl sulfoxide reacts with lithium enolates of ketones at -78°C in THF to yield bicyclo[n.2.0]alkan-1-ols. It also reacts with in situ generated (dialkylamino)magnesium reagent to yield symmetrical β-(dialkylamino)dithioacetals. It participates as an acetylene equivalent in Diels-Alder reactions.
WGK
WGK 3
闪点(°F)
230.0 °F
闪点(°C)
110 °C
个人防护装备
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Use of phenyl vinyl sulfoxide as an acetylene equivalent in Diels-Alder cycloadditions.
Paquette LA, et al.
Journal of the American Chemical Society, 100(5), 1597-1599 (1978)
X Ji et al.
Acta crystallographica. Section B, Structural science, 45 ( Pt 1), 93-99 (1989-02-01)
Three diastereomers of bicyclo[2.2.1]hept-5-en-2-yl phenyl sulfoxide were prepared by Diels-Alder [4 + 2] cycloadditions between phenyl vinyl sulfoxide and cyclopentadiene. The isomers were separated by column chromatography on silica gel and repeated recrystallizations gave the pure racemates of three of
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The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.
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